Polycyclo Ring System Having The Asymmetrical Triazine Ring As One Of The Cyclos Patents (Class 544/183)
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Patent number: 4921527Abstract: The invention relates to sulfonylurea compounds with a substituted or unsubstituted bicyclic nine-membered ring having one to five heteroatoms which are preemergent and/or postemergent herbicides or plant growth regulants.Type: GrantFiled: May 4, 1988Date of Patent: May 1, 1990Assignee: E. I. du Pont de Nemours and CompanyInventor: Chi-Ping Tseng
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Patent number: 4895942Abstract: Novel epoxyalkoxy-containing [4.4] spirodilactams having ring nitrogen atoms in the 1- and the 6- ring positions and having a substituent on each ring nitrogen atom, at least one of which substituents contains an epoxyalkyl moiety. Such epoxy compounds are produced by reaction of a 1-halo-2,3-epoxyalkane and the corresponding hydroxy-containing spirodilactam followed by treatment with strong base.Type: GrantFiled: September 16, 1988Date of Patent: January 23, 1990Assignee: Shell Oil CompanyInventor: Pen C. Wang
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Patent number: 4871846Abstract: A process for the preparation of condensed as-triazinium derivatives of the formula I ##STR1## and isomers thereof, wherein R.sub.1 inter alia is an alkyl group, R.sub.2 inter alia is hydrogen or an alkyl group and R.sub.3 is hydrogen and where Z is a group of the formula a or b ##STR2## which comprises reacting a compound of the formula II ##STR3## where Y is a group of the formula c or d ##STR4## with a compound of the formula IIaNH.sub.2 --CO--R.sub.2 (IIa)in the presence of a dehydrating agent. The advantage of the process is that it consists of fewer reaction steps and provides higher yields than the known methods. The compounds of formula I are pharmaceutically active known derivatives.Type: GrantFiled: April 28, 1987Date of Patent: October 3, 1989Assignee: EGIS GyogyszergyarInventors: Sandor Batori, Gyorgy Hajos, Andras Messmer, Pal Benko, Laszlo Pallos, Lujza Petocz, Katalin Grasser, Ibolya Kosoczky, Eniko Szirt nee Kiszelly
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Patent number: 4806641Abstract: The invention relates to salts of 3-hydroxy-4-oxo-3,4-dihydro-1,2,3-benzotriazine (HOObt) and compounds containing a primary amino group, a process for their preparation and their use.Type: GrantFiled: June 6, 1985Date of Patent: February 21, 1989Assignee: Hoechst AktiengesellschaftInventors: Alexander Volk, Wolfgang Konig
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Patent number: 4753940Abstract: The invention relates to novel phenylcarbamoylbarbituric acid derivatives of the general formula ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.3 alkoxy, allyl or C.sub.3 -C.sub.6 cycloalkyl,R.sub.2 is C.sub.1 -C.sub.4 alkyl or allyl,R.sub.3 is an unsubstituted or substituted heteroaromatic 6-membered ring which contains 2 or 3 nitrogen atoms, or is an unsubstituted or substituted heteroaromatic 6-membered ring which is fused to a benzene ring and which contains 1 to 3 nitrogen atoms,R.sub.4 and R.sub.5 are each independently of the other hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.3 haloalkyl andX is an oxygen or sulfur atom,and to the tautomers and salts thereof.These compounds may be used for controlling helminths which are parasites of animals.Type: GrantFiled: February 7, 1986Date of Patent: June 28, 1988Assignee: Ciba-Geigy CorporationInventors: Elmar Sturm, Jean J. Gallay, Georg Pissiotas
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Patent number: 4753938Abstract: The invention relates to new compounds of the general Formula I ##STR1## and isomers thereof wherein R.sub.1 is C.sub.1-10 alkyl, C.sub.3-6 cycloalkyl or phenyl, naphthyl or phenyl-(C.sub.1-4 alkyl), wherein the aryl ring of the three latter groups may optionally bear one or more halogen, nitro, trifluoromethyl, amino, hydroxy, C.sub.1-4 alkyl and/or C.sub.1-4 alkoxy substituent(s);R.sub.2 stands for hydrogen, halogen, hydroxy, oxo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, phenyl or naphthyl, wherein the two latter groups may optionally bear one or more halogen, nitro, trifluoromethyl, amino, hydroxy, C.sub.1-4 alkyl and/or C.sub.1-4 alkoxy substituent(s);R.sub.3 represents hydrogen, hydroxy or C.sub.1-4 alkoxy;Z is buta-1,3-dienyl or a group of the general Formula (a) ##STR2## or (b) ##STR3## and X is hydrogen or halogen.The compounds of the general Formula I possess useful pharmacological properties, particularly antidepressant and antiarrhythmial effect.Type: GrantFiled: October 15, 1985Date of Patent: June 28, 1988Assignee: Richter Gedeon Vegyeszeti Gyar Rt.Inventors: Andras Messmer, Sandor Batori, Gyorgy Hajos, Pal Benko, Laszlo Pallos, Lujza Petocz, Katalin Grasser, Eniko Szirt nee Kiszelly
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Patent number: 4741765Abstract: Benzenesulfonamide compounds such as N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-1,4-dihydro-3-methyl-4 -oxo-1-phenyl-indeno[1,2-C]pyrazole-5-sulfonamide and N-[(4-methoxy-6-methyl-pyrimidin-2-yl)aminocarbonyl]-1,4-dihydro-3-methyl- 4-oxo-1-phenyl-indeno[1,2-C]pyrazole-5-sulfonamide, agricultural compositions containing them, and their herbicidal utility are disclosed.Type: GrantFiled: April 3, 1987Date of Patent: May 3, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventors: Robert J. Pasteris, Ramaurthi Muthukrishnan
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Patent number: 4697013Abstract: A one step process for the preparation of compounds having antidepressant activity of the formula I ##STR1## and isomers thereof, wherein R.sub.1, R.sub.2, Z and A.sup.- have the meanings indicated in the claims, which process comprises: heating a compound of the formula II ##STR2## wherein Z, A.sup.-, R.sub.1 and R.sub.2 have the meanings set out in the claims and R.sub.3 stands for hydrogen or C.sub.1-4 alkyl, in the presence of a dehydrating agent to split off a compound of the formula R.sub.3 OH. The invention is also directed to compounds of the formula I, wherein R.sub.2 is halogen and to compositions containing a compound of the formula I which exhibit antidepressant activity.Type: GrantFiled: September 20, 1984Date of Patent: September 29, 1987Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Andras Messmer, Sandor Batori, Gyorgy Hajos, Pal Benko, Laszlo Pallos, Lujza Petocz, Grasser Katalin, Ibolya Kosoczky
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Patent number: 4680293Abstract: Novel 3-heteroarylalkyl-1,2,3-benzotriazin-4(3H)-ones, having the structural formula: ##STR1## wherein A is a divalent moiety of the formula: ##STR2## wherein n is an integer from 3 to 10, inclusive; R.sub.1 and R.sub.2 may be the same or different and may be selected from the group consisting of hydrogen, halogen, trifluoromethyl, alkoxy having from one to four carbon atoms, alkyl having from one to four carbon atoms, nitro and amino; wherein Heteroaryl is ##STR3## wherein R.sub.3 and R.sub.4 may be hydrogen, alkyl having from one to four carbon atoms or phenyl and X is CH or N; together with the pharmaceutically acceptable salts thereof; processes for their preparation and their use in treating prostaglandin-related vascular disorders including ischemic heart disease, transient ischemic attack, thrombosis, migraine and hypertension.Type: GrantFiled: March 3, 1986Date of Patent: July 14, 1987Assignee: American Cyanamid CompanyInventors: William B. Wright, Jr., Andrew S. Tomcufcik, Joseph W. Marsico, Jr.
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Patent number: 4640708Abstract: Compounds of the formula ##STR1## wherein: R.sup.5 is a bicyclic aryl or nitrogen-containing heteroaryl ring system such as naphthyl, quinolyl, isoquinolyl or tetrahydroisoquinolyl, optionally substituted by a wide variety of groups;R.sup.4 and R.sup.1 are preferably hydrogen but may be other groups andR.sup.2 and R.sup.3 are selected from alkyl, haloalkyl, alkenyl, haloalkenyl and alkynyl, show high general grass-killing activity with good selectivity to many broad-leaf crops and in some instances selectivity to small-grain cereals. Processes for the preparation of compounds of formula I, intermediates in the preparation of compounds I and the herbicidal properties of compounds I are described.Type: GrantFiled: March 20, 1984Date of Patent: February 3, 1987Assignee: ICI Australia LimitedInventors: Graham J. Bird, Graeme J. Farquharson, Keith G. Watson
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Patent number: 4612319Abstract: A compound of formula (I), or a pharmaceutically acceptable salt, or N-oxide thereof, or a solvate of any of the foregoing: ##STR1## wherein p is 0 to 2; q is 0 to 3; j is 0 to 4;one of R.sub.5 and R.sub.6 is hydrogen, C.sub.1-6 alkyl, phenyl or phenyl-C.sub.1-3 alkyl, which phenyl moieties may be substituted by C.sub.1-6 alkyl, C.sub.1-6 alkoxy, CF.sub.3 or halogen;and the other of R.sub.5 and R.sub.6 is hydrogen or C.sub.1-6 alkyl; andA is of formula (II): ##STR2## wherein R.sub.2, R.sub.3 and R.sub.4 are each independently selected from hydrogen, halogen, CF.sub.3 C.sub.1-6 alkyl, C.sub.1-6 alkoxy, C.sub.1-6 alkylthio, C.sub.1-7 acyl, C.sub.1-7 carboxylic acylamino, C.sub.1-6 alkylsulphonylamino, N-(C.sub.1-6 alkylsulphonyl)-N-C.sub.1-4 alkylamino, C.sub.1-6 alkylsulphonyl, C.sub.1-6 alkylsulphinyl, hydroxy, nitro or amino, aminocarbonyl, aminosulphonyl, aminosulphonylamino or N-(aminosulphonyl)-C.sub.1-4 alkylamino optionally N-substituted by one or two groups selected from C.sub.1-6 alkyl, C.sub.Type: GrantFiled: April 12, 1983Date of Patent: September 16, 1986Assignee: Beecham Group p.l.c.Inventor: Francis D. King
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Patent number: 4602018Abstract: The invention relates to new condensed as-triazine derivatives of the general Formula I ##STR1## and isomers thereof (wherein R.sub.1 stands for C.sub.1-10 alkyl or phenyl or naphthyl, wherein the two latter groups may be optionally substituted by one or more halogen, nitro, amino, hydroxy, C.sub.1-4 alkyl and/or C.sub.1-4 alkoxy substituent(s);R.sub.2 is hydrogen, C.sub.1-4 alkyl, hydroxy, halogen or phenyl or naphthyl, wherein the two latter groups may be optionally substituted by one or more halogen, nitro, amino, hydroxy, C.sub.1-4 alkyl and/or C.sub.1-4 alkoxy substituent(s);R.sub.3 represents hydrogen or C.sub.1-4 alkyl;Z is buta-1,3-dienyl or a group of the Formula (a) ##STR2## and A.sup.- is an anion).The compounds of the general Formula I possess useful pharmacological properties, particularly antiarrhythmial and antidepressant effect.Type: GrantFiled: September 20, 1984Date of Patent: July 22, 1986Assignee: Egyt Gyogyszevegyeszeti GyarInventors: Andras Messmer, Sandor Batori, Gyorgy Hajos, Pal Benko
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Patent number: 4581449Abstract: A novel method of preparing ethyl{6-[ethyl-(2-hydroxypropyl)amino]-3-pyridazinyl}hydrazinecarboxylate is disclosed, wherein 7-chloro-3-methyl-4-oxo-4H-pyridazino[6,1-c][1,2,4]triazine is treated with ethyl-(2-hydroxypropyl)amine. The corresponding amino derivative is hydrolized in mild conditions and the hydrazino compound thus obtained is suitably acylated.Type: GrantFiled: April 16, 1984Date of Patent: April 8, 1986Assignee: I.S.F. S.p.A.Inventors: Francesco Parravicini, Mario Pinza
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Patent number: 4561881Abstract: A pollen suppressant of the formula ##STR1## wherein R.sup.1 and R.sup.4 independently represent C.sub.1 -C.sub.4 alkyl, phenyl, naphthyl, or phenyl or naphthyl substituted with one to three substituents selected from the group consisting of halogen, trihalomethyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkyl, and cyano; R.sup.2 is ##STR2## where R.sup.5 is a C.sub.1 -C.sub.12 alkyl group, optionally substituted with one or more halogen atoms, or an aryl group selected from the group consisting of 6-membered rings containing 0-3 nitrogens and fused bicyclic 10-membered rings containing 6 atoms in each ring and 0-3 nitrogens per ring with the remaining atoms in the ring or rings of said aryl group being carbon atoms, said aryl group being optionally substituted with a C.sub.1 -C.sub.4 alkyl group or an electron-withdrawing group, R.sup.3 is hydrogen, a halogen a C.sub.1 -C.sub.4 alkyl group, a carboxy group or an agronomically acceptable alkali metal salt thereof, or a group of the formula --COOR.sup.Type: GrantFiled: September 14, 1983Date of Patent: December 31, 1985Assignee: Lafarge CoppeeInventors: Jeffrey N. Labovitz, Lawrence Fang
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Patent number: 4560752Abstract: Novel 5-(substituted amino)phenoxyalkyl-, phenylthioalkyl-, phenylsulfinylalkyl-, and phenylsulfonylalkylphosphinates and phosphonates, synthesis thereof, intermediates therefor, and the use of said novel compounds for the control of weeds.Type: GrantFiled: June 28, 1984Date of Patent: December 24, 1985Assignee: Zoecon CorporationInventor: Shy-Fuh Lee
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Patent number: 4560688Abstract: Antihistamines of the formula ##STR1## wherein ##STR2## is a 5 or 6 membered ring which is phenyl or heterocyclic; ##STR3## is a six membered ring which is 2,3, or 4 pyridyl or is phenyl or substituted phenyl, with the proviso that is ##STR4## is a nitrogen containing ring, ##STR5## must be phenyl; Z is an alkylene chain having 0 to 2 carbon atoms in the chain, said 2 carbon chain optionally having one double bond, said chain optionally having either a carbonyl oxygen, or a hydroxy group as a substituent; W is ##STR6## wherein p is 1 or 2 and n is 1 or 2, R.sup.1 is C.sub.1 to C.sub.6 alkyl, R.sup.2 is hydrogen or C.sub.1 to C.sub.6 alkyl, and the dotted line represents an optional double bond, R.sup.2 being absent if the double bond is present, and Y is substiuted carboxylate or substituted sulfonyl. Said antihistamines have little or no sedative effects.Type: GrantFiled: February 8, 1984Date of Patent: December 24, 1985Assignee: Schering CorporationInventor: Frank J. Villani
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Patent number: 4552878Abstract: This invention relates to benzo- and thieno-triazine-1,2,3 ones-4 represented by the formula ##STR1## in which m is 2, 3 or 4, X is the vinylene group --CH.dbd.CH-- or a sulfur atom; R.sub.1 and R.sub.2 can be alike or different and are hydrogen, halogen, a lower alkyl radical, lower alkoxy radical or trifluoromethyl radical; when X is --CH--CH-- n is 0, 1 or 2 and R is hydrogen, halogen, a lower alkyl radical, lower alkoxy radical or nitro group; when X is a sulfur atom, R is hydrogen or constitutes a --CH.sub.2 --.sub.4 chain between the two open positions of the thiophenic ring. The compounds are useful as antidepressant drugs.Type: GrantFiled: September 19, 1983Date of Patent: November 12, 1985Assignee: Lipha, Lyonnaise Industrielle PharmaceutiqueInventors: Gerard Ferrand, Herve Dumas, Michel Bayssat, Jean-Claude Depin
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Patent number: 4520023Abstract: The new 3-(3-iodopropargyl)-benzo-1,2,3-triazin-4-ones can be prepared by reacting benzo-1,2,3-triazin-4-ones with a propargyl compound. The new compounds can be used as active compounds in microbicidal agents.Type: GrantFiled: November 4, 1983Date of Patent: May 28, 1985Assignee: Bayer AktiengesellschaftInventors: Hans-Georg Schmitt, Wilfried Palus, Hermann Genth
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Patent number: 4510311Abstract: The invention relates to compounds of the formula ##STR1## or isomeric mixtures thereof, wherein A represents a quasiaromatic heterocyclic radical,B represents a radical of the formulae ##STR2## n represents 0, 1, 2 or 3, preferably 0-2, R.sub.1 represents hydrogen, CN, R or acyl,R.sub.2 represents hydrogen, halogen, --OR, --NHR, --N(R').sub.2 or NHCOR,R' represents alkyl andR represents R', alkenyl, aralkyl, cycloakyl or aryl.They are valuable optical brighteners and/or laser dyes and some of them are intermediate products for preparing these end products.Type: GrantFiled: January 14, 1983Date of Patent: April 9, 1985Assignee: Bayer AktiengesellschaftInventor: Udo Eckstein
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Patent number: 4497950Abstract: This application relates to the use of certain dihydro-benzotriazine compounds as photographic silver halide developing agents and to photographic processes, products and compositions which utilize the same. The compounds are effective developers in acid environment as well as in basic environment. Also described are novel dihydro-benzotriazine compounds.Type: GrantFiled: September 28, 1983Date of Patent: February 5, 1985Assignee: Polaroid CorporationInventor: Emmett S. McCaskill
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Patent number: 4419355Abstract: The invention relates to new condensed as-triazine derivatives of the general formula (I) ##STR1## wherein Z represents a buta-1,3-dienyl group or a group of the formula (a), (b), (c) or (d) ##STR2## R.sub.1 denotes a C.sub.1-10 alkyl group, an oxo group or a C.sub.6-10 aryl or C.sub.6-10 aryl-(C.sub.1-3 alkyl) group optionally substituted by one or more identical or different substituents selected from the group consisting of amino, nitro, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxy and halogen,R.sub.2 stands for hydrogen, C.sub.1-10 alkyl or amino,R.sub.3 represents hydrogen, C.sub.1-10 alkyl or C.sub.6-10 aryl or C.sub.6-10 aryl-(C.sub.1-3 alkyl) optionally substituted by one or more identical or different substituents selected from the group consisting of nitro, amino, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxy and halogen,X.sup.- denotes an anion, andn is 0 or 1,with the proviso that if n is O, R.sub.1 is other than an oxo group and R.sub.1 ' and R.sub.Type: GrantFiled: July 16, 1981Date of Patent: December 6, 1983Assignee: Egyt Gyogyszervegyeszeti GyarInventors: Ibolya Kosoczky, Eva Toncsev, nee Ravasz, Pal Benko, Laszlo Pallos, Lujza Petocz, Sandor Batori, Gyorgy Hajos, Andras Messmer, Katalin Grasser
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Patent number: 4379166Abstract: This invention relates to 5-(2-alkylamino-1-hydroxyethyl)salicylamides and 4-(2-alkylamino-1-hydroxyethyl)-2-(methylsulfinyl)phenols wherein the alkyl group is substituted by arylmethoxy, arylmethylthio, heteroarylmethoxy, or heteroarylmethylthio, pharmaceutical compositions thereof, and their use as cardiovascular agents.Type: GrantFiled: August 3, 1981Date of Patent: April 5, 1983Assignee: Schering CorporationInventors: Bernard R. Neustadt, Elijah H. Gold
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Patent number: 4368068Abstract: This invention relates to herbicidal benzotriazine derivatives, herbicidal compositions containing said derivatives, and methods of using said derivatives as herbicides.Type: GrantFiled: January 15, 1981Date of Patent: January 11, 1983Assignee: E. I. Du Pont de Nemours and CompanyInventor: Raymond W. Luckenbaugh
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Patent number: 4310347Abstract: The invention concerns novel compounds of the formula I ##STR1## The compounds are herbicides and in further embodiments the invention provides processes for the preparation of compounds of formula I, intermediates useful in the preparation of compounds of formula I, herbicidal composition containing as active ingredient a compound of formula I, and processes for severely damaging or killing unwanted plants by applying to the plants or to the growth medium of the plants an effective amount of a compound of formula I.Type: GrantFiled: August 25, 1980Date of Patent: January 12, 1982Assignee: ICI Australia LimitedInventors: Alexander Serban, Graeme Farquharson, Jack Lydiate, Graham J. Bird
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Patent number: 4309211Abstract: The invention concerns novel compounds of the formula I ##STR1## The compounds are herbicides and in further embodiments the invention provides processes for the preparation of compounds of formula I, intermediates useful in the preparation of compounds of formula I, herbicidal compositions containing as active ingredient a compound of formula I, and processes for severely damaging or killing unwanted plants by applying to the plants or to the growth medium of the plants an effective amount of a compound of formula I.Type: GrantFiled: August 13, 1980Date of Patent: January 5, 1982Assignee: ICI Australia LimitedInventors: Alexander Serban, Graeme J. Farquharson, Graham J. Bird, Jack Lydiate
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Patent number: 4305942Abstract: Therapeutic xanthine oxidase inhibitor composition containing as an active ingredient 3-dimethylamino-7-methyl-1,2-(n-propylmalonyl)-1,2-dihydro-1,2,4-benzotria zine dihydrate of the formula ##STR1## Uratic diathesis in warm-blooded animals is therapeutically treated by administering the aforementioned xanthine oxidase inhibitor to such animals, e.g., human, either orally or by means of an injection, thereby inhibiting their xanthine oxidase activity.Type: GrantFiled: October 28, 1980Date of Patent: December 15, 1981Assignee: Siegfried AktiengesellschaftInventors: Kurt Thiele, James S. G. Cox, Johanna Fischer, Ulrich Jahn
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Patent number: 4298613Abstract: Heterocyclic sulfenamides, such as N-[2-chloro-5-(trifluoromethyl)phenyl]-N-[2,4-dinitro-6-trifluoromethyl)ph enyl]-3-nitro-2-pyridinesulfenamide, are useful as miticides, insecticides, fungicides and ovicides.Type: GrantFiled: May 5, 1980Date of Patent: November 3, 1981Assignee: E. I. Du Pont de Nemours and CompanyInventor: Gerald E. Lepone
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Patent number: 4289771Abstract: The invention relates to 3-sulphonyl-benzo-1,2,4-triazines and their 1-oxides, useful as antibacterial and antifungal agents. Also included in the invention are methods for the preparation of said benzo-1,2,4-triazine compounds, pharmaceutical compositions containing said benzo-1,2,4-triazines and methods for the use of said compounds and compositions.Type: GrantFiled: February 29, 1980Date of Patent: September 15, 1981Assignee: Bayer AktiengesellschaftInventors: Klaus Sasse, Ingo Haller, Manfred Plempel, Hans-Joachim Zeiler, Karl G. Metzger
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Patent number: 4260751Abstract: Pyrazolo[1,2-a][1,2,4] benzotriazines having the formula ##STR1## wherein R.sub.1 is hydrogen, lower alkyl, nitro, amino, lower alkylamino, di(lower alkyl)amino, --SR.sub.4, --OR.sub.4 or halogen;R.sub.2 is hydrogen, lower alkyl or aralkyl;R.sub.3 is hydrogen, lower alkyl or a salt forming ion;R.sub.4 is hydrogen or lower alkyl; and Y is oxygen or sulfur.The compounds are useful as intermediates and as antiinflammatory agents.Type: GrantFiled: April 28, 1980Date of Patent: April 7, 1981Assignee: E. R. Squibb & Sons, Inc.Inventor: Uwe D. Treuner
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Patent number: 4247691Abstract: This invention concerns novel 1,2,4-benzotriazine-di-N-oxide derivatives having the general formula ##STR1## wherein X and Y, each independently of the other, represent hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, andR--represents a C.sub.2 -C.sub.8 alkenyl radical which is unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl or halogen, or represents an aralkenyl radical containing 2 to 8 carbon atoms in the alkenyl moiety,compositions containing the novel compounds and the use of the novel compounds for growth-promoting of domestic animals and productive livestock and for controlling diseases in the field of veterinary medicine.Type: GrantFiled: February 17, 1978Date of Patent: January 27, 1981Assignee: Ciba-Geigy CorporationInventor: Peter J. Diel
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Patent number: 4242507Abstract: A novel process for the amidation or esterification which comprises reacting a compound having a carboxy group with a compound having an amino or imino group which can be acylated or with a compound having a hydroxy group in the presence of a sulfonic acid ester of the formula:R.sub.1 --SO.sub.2 --OR.sub.2wherein R.sub.1 is an organic group and R.sub.2 O-- is a residue of a strongly acidic N-hydroxy compound as a condensation agent, and a novel sulfonic acid ester useful as such a condensation agent and a process for the preparation thereof.Type: GrantFiled: February 23, 1978Date of Patent: December 30, 1980Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Masumi Itoh, Jiyoji Notani
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Patent number: 4239760Abstract: 3-Azolyl-benzo-1,2,4-triazines or 1-oxides thereof of the formula ##STR1## in which X represents halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylmercapto, C.sub.1 -C.sub.4 alkylsulphonyl, nitro or trifluoromethyl,m represents 0, 1, 2, 3 or 4, the substituents X being selected independently of one another when m is 2 or more,n represents 0 or 1 andAz represents a five-membered hetero-aromatic ring with 2 or 3 nitrogen atoms, which is bonded via nitrogen and which can be optionally substituted, which possess fungicidal and bactericidal properties.Type: GrantFiled: January 8, 1979Date of Patent: December 16, 1980Assignee: Bayer AktiengesellschaftInventors: Klaus Sasse, Walter Gauss, Paul-Ernst Frohberger, Peter Kraus, Volker Paul
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Patent number: 4230851Abstract: .alpha.-Acylacetamide 2-equivalent yellow couplers may be prepared by reacting .alpha.-halo-.alpha.-acyl-acetamides with phenols or NH-acidic organic compounds in the presence of a non-alkylatable bicyclic nitrogen-containing base, such as 1,5-diazabicyclo[4,3,0]non-5-ene or 1,8-diazabicyclo[5,4,0]-undec-7-ene.Type: GrantFiled: September 12, 1979Date of Patent: October 28, 1980Assignee: AGFA-Gevaert, A.G.Inventors: Gunter Renner, Quirin Scheben
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Patent number: 4228279Abstract: In the reaction of a halomethylbenzazamide with an O,O-di-lower alkyl-thiolphosphoric acid ester to form an ester in accordance with the equation ##STR1## in which Y is oxygen or sulfur, andM is an alkali metal or ammonium cation,the improvement which comprises starting the reaction at a pH from about 2.5 to 5.5, whereby the desired reaction product is produced in higher yield and assay.Type: GrantFiled: August 28, 1979Date of Patent: October 14, 1980Assignee: Mobay Chemical CorporationInventors: Vidyanatha A. Prasad, James H. Vines
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Patent number: 4160833Abstract: This invention concerns new 1,2,4-benzotriazine-1,4-di-N-oxide derivatives corresponding to the formula ##STR1## wherein X and Y each independently represent hydrogen, alkyl or alkoxy having 1 to 4 carbon atoms, phenoxy, or halogen, andZ stands for a group of the formula ##STR2## wherein R.sub.1 represents alkoxy having 1 to 6 carbon atoms, aralkoxy having 1 to 4 carbon atoms within the alkoxy portion, or a heterocyclic radical having 5 to 6 ring members, with the proviso that if the heterocyclic radical contains an N-atom as ring member, this N-atom is not attached to the carbonyl group, or for a group of the formula ##STR3## wherein R.sub.2 and R.sub.3 each independently represents aralkyl containing 1 to 4 carbon atoms in the alkyl portion, or a heterocyclic radical having 5 to 6 ring members, 1 or 2 of which are hetero atoms, or a group of the formula ##STR4## wherein R.sub.4 and R.sub.5 each independently represents hydrogen or alkyl having 1 to 4 carbon atoms, and R.sub.Type: GrantFiled: October 19, 1977Date of Patent: July 10, 1979Assignee: Ciba-Geigy CorporationInventor: Peter J. Diel
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Patent number: 4154929Abstract: The discovery of 9-(2-pyridyl)-acenaphtho[ 1,2-e]-as-triazine and its sulfonated form, having particular advantages when used as both a chelator and indicator of ferrous ions in organic or aqueous mediums; a process for the synthesis of those compounds in which hydrazine is used as both a reactant and as a solvent in production of intermediate compounds, eliminating the need of ethanol and the disadvantageous ether-extraction step; the use of N,N-dimethylformamide as a reaction solvent in the production of triazines; the use of the new triazine compounds to measure iron, transferrin, and UIBC/TIBC in biological systems; the use of dimethylsulfoxide and certain processes to eliminate interferences commonly encountered in these assays; and the use of the triazine compounds to measure both total and/or reduced iron in a variety of matrices.Type: GrantFiled: August 16, 1976Date of Patent: May 15, 1979Assignee: American Monitor CorporationInventors: Mark C. Outcalt, Jerry W. Denney
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Patent number: 4138557Abstract: 2-Equivalent yellow couplers for the production of yellow dye images in color photographic silver halide materials have as splittable group a nitrogen-containing 6-membered heteroaromatic ring which is linked by the said nitrogen atom to the coupling position of the coupler molecule, contains a carbonyl group adjacent said nitrogen, and also contains one or two additional nitrogens as well as a fused-on aromatic carbocyclic ring. When the heteroaromatic ring contains two additional nitrogens, all three nitrogens are vicinal; when it contains only one additional nitrogen, the splittable group is a 1,3-quinazolinone-4 having at least one carboxy, lower-aliphatic-alcohols-esterified carboxy, nitro, methyl or chloro substituent.Type: GrantFiled: March 14, 1977Date of Patent: February 6, 1979Assignee: Agfa-Gevaert AktiengesellschaftInventors: Immo Boie, Gunter Renner, Friedrich-Wilhelm Kunitz
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Patent number: 4133955Abstract: A one-stage process for the production of a 2-equivalent acylacetamide yellow coupler, in which one hydrogen atom of the .alpha.-methylene group of the acyl acetamide coupler molecule is substituted by a group which is attached through an oxygen or nitrogen atom and which can be split off during chromogenic development with an oxidized color developer containing a primary aromatic amino group, which process is carried out by reactingA 4-equivalent acylacetamide yellow coupler withA compound containing an aromatic hydroxyl group or an --NH-- group in a heterocyclic ringIn the presence of a halogen, or an agent which releases halogen, andA basic condensation agentIn a substantially aprotic solvent.Type: GrantFiled: October 6, 1976Date of Patent: January 9, 1979Assignee: AGFA-Gevaert AktiengesellschaftInventor: Gunter Renner
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Patent number: 4116953Abstract: Compounds of the formula ##STR1## in which K is the radical of a coupling component;X is hydrogen, chloro, bromo, methyl or nitro; andY is hydrogen, chloro, bromo or methyl.The compounds are eminently suitable as pigments for coloring printing inks, surface coatings and resins with exceptional fastness properties.Type: GrantFiled: September 16, 1976Date of Patent: September 26, 1978Assignee: BASF AktiengesellschaftInventors: Peter Dimroth, Helmut Junge, Peter Tonne, Rolf Urtel
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Patent number: 4093807Abstract: A new .beta.-lactam system containing a tricyclic ring nucleus is disclosed. In addition to the .beta.-lactam, the new nucleus contains a cyclic hydrazide moiety. The compounds have antibacterial activity.Type: GrantFiled: June 27, 1977Date of Patent: June 6, 1978Assignee: SmithKline CorporationInventor: Carl David Perchonock
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Patent number: 4091098Abstract: 3-(1-Piperazinyl)-1,2,4-benzotriazines, N-oxides and pharmaceutically acceptable salts thereof have serotoninmimetic activity. They are prepared by treating 3-halo-1,2,4-benzotriazines or N-oxides thereof with piperazine.Type: GrantFiled: April 25, 1977Date of Patent: May 23, 1978Assignee: Merck & Co., Inc.Inventor: William C. Lumma, Jr.
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Patent number: 4080192Abstract: Novel compounds of formula I or II, agricultural compositions containing them, and the method of use of these compounds as general herbicides for the pre- or post-emergence control of undesired vegetation. ##STR1## wherein:V is hydrogen, fluorine, chlorine, bromine, methyl or --OR wherein R is alkyl of 1 to 4 carbon atomsX is hydrogen, fluorine, chlorine, bromine, cyano, methyl, methoxy or nitro;Y is hydrogen, fluorine, chlorine, bromine or methyl;n is 3, 4, or 5; andQ is oxygen or sulfur.Type: GrantFiled: April 14, 1977Date of Patent: March 21, 1978Assignee: E. I. Du Pont de Nemours and CompanyInventor: Anthony David Wolf
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Patent number: 4076494Abstract: Disclosed is a preparation, for use in the production of inks for transfer printing, which preparation comprises, in intimate admixture, a disperse dye and/or dispersion optical brightener, sublimable in the range of from 180.degree. to 220.degree. C, and a dispersing aid being a compound of formula I, ##STR1## in which R.sub.1, R.sub.2 and R.sub.3, independently, are straight or branched chain C.sub.2-8 alkylene radicals, the OH groups being bound other than onto the carbon atoms adjacent the nitrogen atoms,The production and use thereof.Type: GrantFiled: November 3, 1976Date of Patent: February 28, 1978Assignee: Sandoz Ltd.Inventors: Johann Schuster, Karl Taubert
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Patent number: 4067981Abstract: 7-Substituted-benzo-1,2,4-triazine-3-ethers of the formula ##STR1## in which R is alkyl with up to 8 carbon atoms optionally substituted by halogen or lower alkoxy, or alkenyl with 3 to 6 carbon atoms, andX is halogen, trifluoromethyl or alkoxy with up to 4 carbon atoms,Which possess fungicidal, bactericidal, insecticidal and acaricidal properties.Type: GrantFiled: August 26, 1976Date of Patent: January 10, 1978Assignee: Bayer AktiengesellschaftInventors: Klaus Sasse, Paul-Ernst Frohberger, Hans Scheinpflug
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Patent number: 4042587Abstract: New 1,2,4-dihydrotriazine-4-oxides and a new process for the manufacture of 1,2,4-dihydrotriazine-4-oxides by reaction of oximino-cycloalk-1-enes, which are substituted in the 1-position, with hydrazine and ketones. The compounds I are pesticides and starting materials for the manufacture of pesticides.Type: GrantFiled: June 1, 1976Date of Patent: August 16, 1977Assignee: BASF AktiengesellschaftInventors: Hans-Martin Weitz, Rolf Fischer, Dieter Lenke
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Patent number: 4042588Abstract: 1,2,4-Dihydrotriazine-4-oxide-spiro-(3,1')-[oximino-(2')-cycloalkanes] are manufactured by reaction of oximinocycloalk-1-enes, substituted in the 1-position, with hydrazine. The products, especially the triazine derivative described in Example 1, possess antiphlogistic properties and are starting materials for the manufacture of dyes and pharmaceuticals.Type: GrantFiled: June 1, 1976Date of Patent: August 16, 1977Assignee: BASF AktiengesellschaftInventors: Hans-Martin Weitz, Rolf Fischer, Dieter Lenke